Book The Best Hotels in Far Southwest Side, IL for 2026 from CA $101 - Fully Refundable Options

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Our top choices for Far Southwest Side hotels

A modern hotel room with a large bed, a bedside table, a nightstand, and a wall-mounted light fixture.

A modern hotel room with a large bed, a nightstand, a wall-mounted lamp, and a door.

A bathroom with a marble wall, a bathtub, a toilet, and a shower curtain.

A room with a window, a white shelf, a colorful striped rug, and a large number '6' on the wall.

1. Motel 6 - Chicago, IL

Washington Heights

Andrew

CA $128

CA $151 total

includes taxes & fees

Oct 14 - Oct 15

A bedroom with a bed, a television on a wooden stand, a small table, a lamp, and a window with curtains.

A room with a microwave on a counter, a door with a 'No Smoking' sign, and a window with a view of cars and trees.

A reception desk with various notices and a security camera.

2. Saratoga Motel By Capital O Near Midway Airport Chicago IL

Ashburn

Aniya

CA $91

CA $116 total

includes taxes & fees

Oct 7 - Oct 8

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

A residential street with a sidewalk, houses, and greenery.

A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.

3. Carleton of Oak Park

Oak Park

Brad

CA $160

CA $178 total

includes taxes & fees

Oct 27 - Oct 28

A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.

A snack and beverage kiosk with various snacks and drinks.

A hotel room with a large bed, a TV mounted on the wall, a desk with a chair, and a microwave.

A modern conference room with a marble table, patterned chairs, a flat-screen TV, and a large window with a view of trees and parked cars.

4. SureStay Plus Hotel by Best Western Chicago Lombard

Highland Hills

Blessing

CA $139

CA $155 total

includes taxes & fees

Oct 7 - Oct 8

A large, historic building with a central courtyard surrounded by trees.

A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

5. Hilton Chicago

Downtown Chicago

Anna

CA $236

CA $323 total

includes taxes & fees

Oct 30 - Oct 31

A modern interior with a bar area, seating, and decorative wooden panels.

A hotel room with a large bed, a flat-screen TV, a desk with a lamp, and a chair.

A hotel room with a flat-screen TV, a wooden cabinet, a round table, a blue sofa, a desk with a computer, and a large window with curtains.

A reception area with a marble counter, decorative Buddha statues, and a wall with a quote.

6. Best Western Grant Park Hotel

Downtown Chicago

Shelby Ryann

CA $230

CA $273 total

includes taxes & fees

Oct 26 - Oct 27

A modern kitchen with a large window, a dining area, and a view of the sea.

A modern restaurant interior with a long counter, booths, and tables.

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

A modern bar area with a long counter, multiple bar stools, and a mix of seating options including a high table and chairs.

7. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

Jayne

CA $259

CA $308 total

includes taxes & fees

Oct 25 - Oct 26

A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

A lobby with a checkered floor, an ATM, a potted plant, a reception desk, computers, and a staircase.

A restaurant with booths, tables, and a green wall in the background.

A compact kitchen with a microwave, coffee maker, and sink.

8. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Sandra

CA $159

CA $189 total

includes taxes & fees

Nov 2 - Nov 3

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.

A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.

A spacious bar area with a central bar, multiple seating options including bar stools and tables, and a well-lit ceiling with recessed lighting.

9. Congress Plaza Hotel

Downtown Chicago

Katimah

CA $165

CA $197 total

includes taxes & fees

Nov 2 - Nov 3

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.

A view from a room with a large window overlooking a cityscape at night, featuring a river and illuminated buildings.

A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.

10. Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Shanequa

CA $327

CA $438 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a large window, a bed, a desk, a chair, and a lamp.

A modern hotel lobby with grey upholstered chairs, a wooden coffee table, and a large window offering a view of the city and an American flag.

11. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Downtown Chicago

Anand

CA $165

CA $197 total

includes taxes & fees

Nov 2 - Nov 3

A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.

A modern interior with a dining area, sofas, and artwork on the walls.

A hotel room with two beds, a window with curtains, a bedside table with a lamp, and a small ottoman.

A person sitting on a blue couch with a dog beside them, holding a glass of wine, and a pizza on a wooden board on a table.

12. Hotel Saint Clair- Magnificent Mile

Downtown Chicago

Adhba

CA $158

CA $191 total

includes taxes & fees

Nov 2 - Nov 3

A modern kitchen with a marble island, fruit bowls, and a city view.

A modern lounge area with a central bar, seating arrangements, and a decorative chandelier.

A Fairmont hotel with a prominent entrance, large windows, and a sculpture on the facade.

A modern hotel room with a city view, a seating area with two sofas and a coffee table, and a dining area with a table and chairs.

13. Fairmont Chicago at Millennium Park

Downtown Chicago

Ruby

CA $265

CA $366 total

includes taxes & fees

Oct 31 - Nov 1

A modern hotel lobby with round tables, blue upholstered chairs, and large windows offering a view of the outdoors.

An indoor swimming pool with clear windows, green chairs, and a tiled deck.

A reception desk with a "Welcome to the Prairie State" sign, a Hilton Honors sign, and a wooden wall with a herringbone pattern.

A Hampton Inn hotel with a modern facade, large windows, and a welcoming entrance.

14. Hampton Inn Chicago-O'Hare International Airport

Schiller Park

karen

CA $178

CA $205 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

A cozy room with a patterned carpet, a wooden table, and a green sofa with a white throw blanket.

A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.

Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.

15. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Poua

CA $183

CA $218 total

includes taxes & fees

Nov 1 - Nov 2

A dining table set for six with a cityscape view through large windows.

A modern hotel room with a large window offering a city skyline view, a round table with four chairs, and a ceiling with recessed lighting.

The exterior of the Swissotel building with its distinctive glass facade and the hotel's name displayed prominently.

A modern hotel room with a large bed, a desk, a chair, and a view of the cityscape through large windows.

16. Swissotel - Chicago

Downtown Chicago

Hilary

CA $273

CA $374 total

includes taxes & fees

Oct 31 - Nov 1

A modern dining area with round tables and white chairs, a kitchen area with a coffee machine, and a view of the outdoors through large windows.

A hotel room with two beds, a nightstand, a telephone, and a wall with printed text.

A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

17. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

John

CA $245

CA $291 total

includes taxes & fees

Nov 3 - Nov 4

A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

A modern interior with a long counter, glass partitions, and a brick wall backdrop.

A view from a window with a cityscape in the background, including modern buildings and a clear sky.

A modern lounge area with seating, a bar, and large windows offering views.

18. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Joel

CA $275

CA $327 total

includes taxes & fees

Nov 1 - Nov 2

A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.

A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.

A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

19. The Wade

Downtown Chicago

Erin

CA $202

CA $241 total

includes taxes & fees

Nov 1 - Nov 2

A spacious lobby with a central coffee table, sofas, and a large mirror.

A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

A spacious lobby with high ceilings, large arched windows, and a grand staircase.

A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.

20. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Marta

CA $204

CA $242 total

includes taxes & fees

Nov 2 - Nov 3

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Stay near popular Far Southwest Side attractions

Beverly Arts Center

Beverly Arts Center is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Make some time to visit the shops while you're in the area.

See properties

Highland Community Bank

Learn about the local history of Chicago when you take a trip to Highland Community Bank.

See properties

Final Call Newspaper Headquarters

Find out about the history of Chicago with a stop at Final Call Newspaper Headquarters.

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Carter G. Woodson Library

You can enjoy some culture when you stop by Carter G. Woodson Library in Chicago. Make some time to visit the shops while you're in the area.

See properties

Top Far Southwest Side Hotel Reviews

River Hotel

10/10 Excellent

"Wonderful experience. So close to the river walk and activities. Staff was so helpful and attentive and property was clean and comfy! Highly recommend!"

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent

"very helpful staff, large rest areas for waiting, good price, convenient location. A nice no-frills restaurant and bar onsite. Best choice for an Unpretentious visit stay."

Congress Plaza Hotel

8/10 Good

"Old hotel! Front desk wasn’t helpful l, ask for several things and they never showed up. No A.C., coffee pot broken, ran out of toilet paper and towels. No ice in machine, vending machine served hot beverages. Maintenance men were very nice, Christian at the bar was excellent! I’ll never stay there again."

The Wade

10/10 Excellent

"Real nice room facing the lake, comfy bed, nice decor, rain shower head, I prefer reg shower head, no Biggy ....one more thing, no coffee maker in the room but fresh coffee in the lobby."

Fairmont Chicago at Millennium Park

10/10 Excellent

"Fantastic hotel! Really nice, clean, staff was incredibly friendly. We got the Fairmont gold room edition and it was totally worth it having food and drinks available during the day. We ate breakfast there each morning and it was great! Would definitely stay here again Next time we come to visit."

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Great location, good sized rooms, comfortable beds"

More cheap stays in Far Southwest Side

Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue Schiller Park IL

CA $88

CA $101 total

Oct 14 - Oct 15

includes taxes & fees

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

CA $115

CA $129 total

Oct 15 - Oct 16

includes taxes & fees

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

CA $139

CA $155 total

Oct 7 - Oct 8

includes taxes & fees

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

CA $156

CA $185 total

Nov 1 - Nov 2

includes taxes & fees

8/10 Very good! (1,658 reviews)

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

CA $159

CA $189 total

Nov 2 - Nov 3

includes taxes & fees

7.8/10 Good! (2,887 reviews)

Hampton Inn Chicago-O'Hare International Airport

3939 N Mannheim Rd Schiller Park IL

CA $178

CA $205 total

Nov 1 - Nov 2

includes taxes & fees

9.4/10 Exceptional! (2,396 reviews)

Hotels in Far Southwest Side with star rating

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Book Hotels in Far Southwest Side on Expedia.com

Find hotels in Far Southwest Side, IL from CA $101

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Far Southwest Side

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Far Southwest Side hotels

1. Motel 6 - Chicago, IL

2. Saratoga Motel By Capital O Near Midway Airport Chicago IL

3. Carleton of Oak Park

4. SureStay Plus Hotel by Best Western Chicago Lombard

5. Hilton Chicago

6. Best Western Grant Park Hotel

7. Homewood Suites by Hilton Chicago Downtown South Loop

8. Travelodge by Wyndham Downtown Chicago

9. Congress Plaza Hotel

10. Sable at Navy Pier Chicago, Curio Collection by Hilton

11. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

12. Hotel Saint Clair- Magnificent Mile

13. Fairmont Chicago at Millennium Park

14. Hampton Inn Chicago-O'Hare International Airport

15. DoubleTree by Hilton Chicago - Magnificent Mile

16. Swissotel - Chicago

17. Hilton Vacation Club Hotel Blake Chicago

18. Hyatt House Chicago/West Loop-Fulton Market

19. The Wade

20. The Chicago Hotel Collection Ambassador Gold Coast

Stay near popular Far Southwest Side attractions

Beverly Arts Center

Highland Community Bank

Final Call Newspaper Headquarters

Carter G. Woodson Library

Top Far Southwest Side Hotel Reviews

River Hotel

Club Quarters Hotel, Central Loop, Chicago

Congress Plaza Hotel

The Wade

Fairmont Chicago at Millennium Park

The Chicago Hotel Collection - Magnificent Mile

More cheap stays in Far Southwest Side

Motel 6 Schiller Park, IL - Chicago O'Hare

Red Roof Inn PLUS+ Chicago - Willowbrook

SureStay Plus Hotel by Best Western Chicago Lombard

Hampton Inn Chicago Downtown/Magnificent Mile

Travelodge by Wyndham Downtown Chicago

Hampton Inn Chicago-O'Hare International Airport

Hotels in Far Southwest Side with star rating

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